A short synthetic route to the tricyclic guanidinium core of the batzelladine alkaloids

被引:31
作者
Black, GP
Murphy, PJ
Walshe, NDA
Hibbs, DE
Hursthouse, MB
Malik, KMA
机构
[1] UNIV WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES
[2] PFIZER LTD,CENT RES,SANDWICH CT13 9NJ,KENT,ENGLAND
[3] UNIV WALES COLL CARDIFF,DEPT CHEM,CARDIFF CF1 3TB,S GLAM,WALES
关键词
D O I
10.1016/0040-4039(96)01523-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rapid construction of the tricyclic core 10 of the batzelladine series of natural products is reported via a reductive addition of guanidine to bis-enone 6. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6943 / 6946
页数:4
相关论文
共 22 条
[1]   2 NEW GUANIDINE ALKALOIDS FROM THE MEDITERRANEAN SPONGE CRAMBE-CRAMBE [J].
BERLINCK, RGS ;
BRAEKMAN, JC ;
DALOZE, D ;
HALLENGA, K ;
OTTINGER, R ;
BRUNO, I ;
RICCIO, R .
TETRAHEDRON LETTERS, 1990, 31 (45) :6531-6534
[2]   AN ENOLIZED SULFONAMIDE FORMED BY STRONG HYDROGEN-BONDING TO TRIPHENYLPHOSPHINE OXIDE [J].
ETTER, MC ;
GILLARD, RD ;
GLEASON, WB ;
RASMUSSEN, JK ;
DUERST, RW ;
JOHNSON, RB .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5405-5408
[3]   TRIPHENYLPHOSPHINE OXIDE AS A CRYSTALLIZATION AID [J].
ETTER, MC ;
BAURES, PW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :639-640
[4]   PREPARATION AND REACTIONS OF DIALKOXYTETRAHYDROFURANS [J].
FAKSTORP, J ;
RALEIGH, D ;
SCHNIEPP, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (02) :869-875
[5]   SYNTHESIS OF A STRUCTURAL ANALOG OF PTILOMYCALIN-A [J].
GRILLOT, AL ;
HART, DJ .
TETRAHEDRON, 1995, 51 (42) :11377-11392
[6]   CRAMBESCIDINS - NEW ANTIVIRAL AND CYTOTOXIC COMPOUNDS FROM THE SPONGE CRAMBE-CRAMBE [J].
JARESERIJMAN, EA ;
SAKAI, R ;
RINEHART, KL .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (19) :5712-5715
[7]  
KASHMAN Y, 1989, J AM CHEM SOC, V111, P892
[8]   Studies towards the synthesis of guanidine alkaloids; Synthesis of a tricyclic guanidine from succinimide [J].
Louwrier, S ;
Ostendorf, M ;
Tuynman, A ;
Hiemstra, H .
TETRAHEDRON LETTERS, 1996, 37 (06) :905-908
[9]  
Murphy P.J., 1996, J CHEM SOC CHEM COMM, P445
[10]  
MURPHY PJ, 1993, J CHEM SOC CHEM COMM, P819